This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the upstairs level provides access to a private, covered balcony. Two full bathrooms have been recently renovated with a tiled walk-in shower and new fixtures. Alley access and a spacious backyard offer potential for off-street parking or additional improvements. Sold as-is. Ideal for investors or buyers seeking to complete mostly cosmetic work and build equity. The property was built before 1978, and Lead-Based Paint Potentially Exists.
Under contract
$225,000
369 Charles St, Winchester, VA 22601
3beds
1,526sqft
Single Family Residence
Built in 1930
3,741 Square Feet Lot
$218,900 Zestimate®
$147/sqft
$-- HOA
What's special
Modern cabinetryPrivate covered balconyUpper-level balconyFenced backyardSpacious backyardGranite countertopsRecently updated kitchen
- 357 days |
- 1,413 |
- 121 |
Zillow last checked:
Listing updated:
Listed by:
Marisa Varley 540-931-1810,
ERA Oakcrest Realty, Inc.
Source: Bright MLS,MLS#: VAWI2008716
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1, Bathroom 1, Bathroom 2
Bedroom 1
- Features: Flooring - Laminated
- Level: Upper
Bedroom 2
- Features: Flooring - Laminated
- Level: Upper
Bedroom 3
- Features: Flooring - Laminated, Balcony Access
- Level: Upper
Bathroom 1
- Features: Bathroom - Walk-In Shower
- Level: Main
Bathroom 2
- Features: Bathroom - Tub Shower
- Level: Upper
Dining room
- Features: Flooring - Laminated
- Level: Main
Kitchen
- Features: Flooring - Laminated, Granite Counters
- Level: Main
Living room
- Features: Flooring - Laminated
- Level: Main
Heating
- Central, Heat Pump, Forced Air, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
- Laundry: Main Level
Features
- Attic, Other, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Combination Dining/Living, Open Floorplan, Dry Wall
- Flooring: Ceramic Tile, Laminate
- Windows: Double Hung, Window Treatments
- Basement: Unfinished
- Has fireplace: No
Interior area
- Total structure area: 1,526
- Total interior livable area: 1,526 sqft
- Finished area above ground: 1,526
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel, Driveway, Off Street
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck, Porch
- Exterior features: Sidewalks, Street Lights, Balcony
- Pool features: None
Lot
- Size: 3,741 Square Feet
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 17401R24
- Zoning: HR1
- Zoning description: Limited High Density Residential District
- Special conditions: Real Estate Owned
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Wood Siding, Other
- Foundation: Other
- Roof: Metal
Condition
- Average
- New construction: No
- Year built: 1930
- Major remodel year: 2021
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Above Ground
Community & HOA
Community
- Security: Main Entrance Lock, Smoke Detector(s)
- Subdivision: Winchester City
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $147/sqft
- Tax assessed value: $252,200
- Annual tax amount: $2,005
- Date on market: 7/15/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Paved
Foreclosure details
Estimated market value
$218,900
$208,000 - $230,000
$2,157/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/28/2025 | Listing removed | $305,000$200/sqft |
Source:  WMLS #BMTVAWI2008716 Report a problem | ||
| 8/20/2025 | Listed for sale | $305,000+14.2%$200/sqft |
Source: WMLS #BMTVAWI2008716 Report a problem | ||
| 4/29/2025 | Sold | $267,000-2.9%$175/sqft |
Source: Public Record Report a problem | ||
| 3/14/2025 | Price change | $275,000-15.4%$180/sqft |
Source:  Bright MLS #VAWI2007150 Report a problem | ||
| 3/8/2025 | Price change | $325,000-5.8%$213/sqft |
Source: Bright MLS #VAWI2007150 Report a problem | ||
| 2/17/2025 | Listed for sale | $345,000+29.2%$226/sqft |
Source: Bright MLS #VAWI2007150 Report a problem | ||
| 10/28/2022 | Sold | $267,000+4.7%$175/sqft |
Source: Bright MLS #VAWI2002566 Report a problem | ||
| 10/2/2022 | Contingent | $255,000$167/sqft |
Source: Bright MLS #VAWI2002566 Report a problem | ||
| 9/30/2022 | Listed for sale | $255,000$167/sqft |
Source: Bright MLS #VAWI2002566 Report a problem | ||
| 2/21/2022 | Listing removed | -- |
Source: Zillow Rental Network Premium Report a problem | ||
| 2/3/2022 | Price change | $1,650-5.7%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 2/1/2022 | Price change | $1,750-5.4%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 1/11/2022 | Listed for rent | $1,850$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 12/30/2021 | Sold | $255,000+0.4%$167/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 10/18/2021 | Pending sale | $254,000$166/sqft |
Source:  Weichert Pro #VAWI2000160 Report a problem | ||
| 10/18/2021 | Contingent | $254,000$166/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 10/14/2021 | Price change | $254,000-4.2%$166/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 10/5/2021 | Price change | $265,000-1.9%$174/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 9/24/2021 | Price change | $270,000-1.8%$177/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 8/27/2021 | Price change | $275,000-4.5%$180/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 8/16/2021 | Price change | $287,999-0.7%$189/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 7/23/2021 | Price change | $289,999-3.3%$190/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 7/8/2021 | Listed for sale | $300,000+150%$197/sqft |
Source: Bright MLS #VAWI2000160 Report a problem | ||
| 8/24/2020 | Sold | $120,000+62.2%$79/sqft |
Source: Public Record Report a problem | ||
| 11/22/2019 | Sold | $74,000-5.1%$48/sqft |
Source: Agent Provided Report a problem | ||
| 11/1/2019 | Listed for sale | $78,000$51/sqft |
Source: ICON Real Estate, LLC #VAWI113452 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,005 +9.2% | $252,200 +14% |
| 2024 | $1,837 | $221,300 |
| 2023 | $1,837 +20.3% | $221,300 +34.8% |
| 2022 | $1,527 +40.7% | $164,200 +40.7% |
| 2021 | $1,085 +36.8% | $116,700 +33.8% |
| 2020 | $794 | $87,200 |
| 2019 | $794 +6.2% | $87,200 +6.2% |
| 2018 | $747 +12.9% | $82,100 |
| 2017 | $662 | $82,100 +12.9% |
| 2016 | $662 | $72,700 |
| 2015 | $662 +4.7% | $72,700 +9.3% |
| 2014 | $632 | $66,500 |
| 2013 | -- | $66,500 -11% |
| 2012 | -- | $74,700 |
| 2011 | -- | $74,700 -22.7% |
| 2010 | -- | $96,600 |
| 2009 | -- | $96,600 -21.8% |
| 2008 | -- | $123,500 |
| 2007 | -- | $123,500 +117.8% |
| 2006 | -- | $56,700 |
| 2005 | -- | $56,700 +9.9% |
| 2004 | -- | $51,600 |
| 2003 | -- | $51,600 +67% |
| 2002 | -- | $30,900 |
| 2001 | -- | $30,900 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 22601
Nearby schools
GreatSchools rating
- 3/10Virginia Ave. Charlotte Dehart Elementary SchoolGrades: PK-4Distance: 0.2 mi
- 4/10Daniel Morgan Middle SchoolGrades: 7-8Distance: 0.6 mi
- 3/10John Handley High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Virginia Avenue Charlotte Dehart
- Middle: Daniel Morgan
- High: John Handley
- District: Winchester City Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Virginia
- Winchester City
- Winchester
- 22601
- 369 Charles St
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